Phenylhydrazine → 5,6-Dihydro-4-(2-phenylhydrazino)-2(1H)-pyridinone

HRID 1614289Notes

Reaction equation

HRID 1614289 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:9]1[CH2:14][CH2:13][C:12](=O)[CH2:11][C:10]1=[O:16]>C(O)C.O>[C:1]1([NH:7][NH:8][C:12]2[CH2:13][CH2:14][NH:9][C:10](=[O:16])[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 7516PhenylhydrazineHCID 108878632,4-Piperidinedione

Product 1

HCID 197735285,6-Dihydro-4-(2-phenylhydrazino)-2(1H)-pyridinone

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

Phenylhydrazine (17.4 ml) was added over 15 min to a stirred suspension of 2,4-piperidinedione (20 g) in ethanol (200 ml) at ca. 20°. The resulting suspension was diluted with ethanol (80 ml) and water (300 ml) and the solid was filtered off to give the title compound (23.31 g), m.p. 165°-168°.

Workup

  1. filtrationthe solid was filtered off

Sources & evidence

ORD record
ord-54e7a5da4cfd4f80b4c9c9b651f2c02f
Source dataset
uspto-grants-1993_03
Patent number
US05196534

Reaction notes

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